Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers

Kali A. Miller, Ephraim G. Morado, Shampa R. Samanta, Brittany A. Walker, Arif Z. Nelson, Samya Sen, Dung T. Tran, Daniel J. Whitaker, Randy H. Ewoldt, Paul V. Braun, Steven C. Zimmerman

Research output: Contribution to journalArticle

Abstract

We describe the 3-iodopropyl acetal moiety as a simple cleavable unit that undergoes acid catalyzed hydrolysis to liberate HI (pKa-10) and acrolein stoichiometrically. Integrating this unit into linear and network polymers gives a class of macromolecules that undergo a new mechanism of degradation with an acid amplified, sigmoidal rate. This trigger-responsive self-amplified degradable polymer undergoes accelerated rate of degradation and agent release.

Original languageEnglish (US)
Pages (from-to)2838-2842
Number of pages5
JournalJournal of the American Chemical Society
Volume141
Issue number7
DOIs
StatePublished - Feb 20 2019

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Polymers
polymer
Acrolein
Degradation
Acetals
degradation
Acids
acid
Macromolecules
hydrolysis
Hydrolysis
rate

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Miller, K. A., Morado, E. G., Samanta, S. R., Walker, B. A., Nelson, A. Z., Sen, S., ... Zimmerman, S. C. (2019). Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers. Journal of the American Chemical Society, 141(7), 2838-2842. https://doi.org/10.1021/jacs.8b07705

Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers. / Miller, Kali A.; Morado, Ephraim G.; Samanta, Shampa R.; Walker, Brittany A.; Nelson, Arif Z.; Sen, Samya; Tran, Dung T.; Whitaker, Daniel J.; Ewoldt, Randy H.; Braun, Paul V.; Zimmerman, Steven C.

In: Journal of the American Chemical Society, Vol. 141, No. 7, 20.02.2019, p. 2838-2842.

Research output: Contribution to journalArticle

Miller, KA, Morado, EG, Samanta, SR, Walker, BA, Nelson, AZ, Sen, S, Tran, DT, Whitaker, DJ, Ewoldt, RH, Braun, PV & Zimmerman, SC 2019, 'Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers', Journal of the American Chemical Society, vol. 141, no. 7, pp. 2838-2842. https://doi.org/10.1021/jacs.8b07705
Miller KA, Morado EG, Samanta SR, Walker BA, Nelson AZ, Sen S et al. Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers. Journal of the American Chemical Society. 2019 Feb 20;141(7):2838-2842. https://doi.org/10.1021/jacs.8b07705
Miller, Kali A. ; Morado, Ephraim G. ; Samanta, Shampa R. ; Walker, Brittany A. ; Nelson, Arif Z. ; Sen, Samya ; Tran, Dung T. ; Whitaker, Daniel J. ; Ewoldt, Randy H. ; Braun, Paul V. ; Zimmerman, Steven C. / Acid-Triggered, Acid-Generating, and Self-Amplifying Degradable Polymers. In: Journal of the American Chemical Society. 2019 ; Vol. 141, No. 7. pp. 2838-2842.
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